Benzoic acid, 2-iodo-, methyl ester → 2-(5-Methyl-3-phenyl-isoxazol-4-ylethynyl)-benzoic acid methyl ester
Reaktionsgleichung
[C:1]([C:3]1[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:5][O:6][C:7]=1[CH3:8])#[CH:2].I[C:16]1[CH:25]=[CH:24][CH:23]=[CH:22][C:17]=1[C:18]([O:20][CH3:21])=[O:19]>>[CH3:21][O:20][C:18](=[O:19])[C:17]1[CH:22]=[CH:23][CH:24]=[CH:25][C:16]=1[C:2]#[C:1][C:3]1[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:5][O:6][C:7]=1[CH3:8]Komponenten
3
Versuchsvorschrift
As described for example 11c, 4-ethynyl-5-methyl-3-phenyl-isoxazole (110 mg, 0.60 mmol) was converted (using methyl 2-iodobenzoate instead of 2-chloro-4-iodopyridine) to the title compound (SiO2, heptane:ethyl acetate=100:0 to 80:20, 166 mg, 82%) which was obtained as an off-white solid. MS: m/e=318.1 [M+H]+.
Quellen und Nachweise
- ORD-Eintrag
- ord-9fc7baad4de6499b91ac362c602a7fa7
- Quelldatensatz
- uspto-grants-2009_06